76 Harbor Road Head of the Harbor, NY $ 1,425,000
76 Harbor Road
$ 1,425,000
Open House 4/26 1pm - 3pm
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76 Harbor Road

Head of the Harbor, NY, 11780
$ 1,425,000
Bedrooms4 Baths2.1 Sq 3,458

Monthly Estimate*

$ 8,774

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Single Family Home for sale in Head of the Harbor, NY

for $1,425,000 with 4 bedrooms and 2 full baths, 1 half bath. This 3,458 square foot home was built in 1999 on a lot size of 2.82.

This distinguished custom Neo-Dutch Colonial is a masterclass in timeless architecture, exceptional craftsmanship, and exquisite detailing throughout. Gracefully set on 2.82 acres of exquisitely landscaped grounds in Head of the Harbor, the residence is designed with both elegance and comfort in mind, offering a seamless blend of expansive entertaining spaces and intimate everyday living—creating a truly refined North Shore retreat. A dramatic two-story entry sets the tone, welcoming you with a custom wood staircase and an immediate sense of scale and sophistication. The home’s gracious layout unfolds into an elegant formal living room featuring 9-foot ceilings and expansive picture windows that bathe the space in natural light while showcasing the surrounding grounds—creating a striking yet inviting setting for both formal gatherings and quiet moments. The formal dining room offers a seamless extension for entertaining, while the stunning family room is equally impressive with 9-foot ceilings, transom-accented walls of windows, and a wood-burning fireplace, delivering a bright, airy ambiance. At the heart of the home, the custom kitchen is both beautiful and functional, featuring stainless steel appliances, double ovens, and a spacious dinette framed by a wall of glass sliders. This space opens effortlessly to expansive patios and a breathtaking backyard, ideal for entertaining on any scale. Upstairs, the primary suite offers a private retreat with vaulted ceilings, a walk-in closet, dedicated office area, and French doors leading to a charming "Juliet" balcony. The spa-inspired bath is appointed with radiant heated floors, a Jacuzzi tub, and a separate shower. Three additional generously sized bedrooms complete the second level. The lower level is designed for leisure and entertainment, highlighted by a fully equipped home theater featuring a 105” projection screen, surround sound, and premium audio-visual components—bringing a cinematic experience into your home. The grounds transform into a true private oasis. Professionally designed with elegant Danish brick pavers, fieldstone retaining walls, and a heated saltwater in-ground pool, the outdoor setting is as impressive as the interior. A fully outfitted outdoor kitchen with built-in grill and refrigerator, along with separate garden and play areas, enhances the home’s versatility and appeal. Expansive patio areas are further elevated by an electric awning, integrated indoor and outdoor speakers, and LED landscape lighting—creating a seamless and inviting atmosphere for outdoor living and entertaining from day into evening. Additional features include Andersen windows throughout, central air, central vacuum, a full-house Generac generator, and a two-car garage. This exceptional offering presents a rare opportunity to enjoy luxury living in a tranquil, estate-like setting—just moments from beaches, vineyards, Stony Brook Village, and the region’s finest amenities.

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Open House

4/26/2026 1:00 PM - 3:00 PM
76 Harbor Road Head of the Harbor, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Coming Soon

Price

$ 1,425,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 29,109

Style

Colonial

Lot Size

2.82

Year Built

1999

Town/City

Head of the Harbor

County/Region

Suffolk

MLS | Web ID

988568

Features
Interior
Interior Amenities First Floor Full Bath Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Central Vacuum Chandelier Chefs Kitchen Crown Molding Eat-in Kitchen Entrance Foyer Formal Dining Granite Counters Kitchen
Basement Finished Full Storage Space Walk-Out Access
Flooring Hardwood Tile
Total Fireplaces 1
Fireplace Features Family Room
Basement Features Finished Full Storage Space Walk-Out Access
Basement (Y/N) Y
Window Features Tilt Turn Windows Wall of Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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General
Sewer Cesspool Septic Tank
Heating Forced Air Radiant Floor
Cooling Central Air
Utilities Cable Connected Electricity Available Phone Connected Trash Collection Public Underground Utilities Water Connected
Appliances Convection Oven Cooktop Dishwasher Dryer Electric Cooktop Electric Oven ENERGY STAR Qualified Appliances Exhaust Fan Microwave Refrigerator Stainless Steel Appliance(s) Washer Oil Water Heater
Garage Spaces 2
Patio/Porch Features Patio Porch
Architectural Style Colonial
Pool Features Fenced In Ground
Security Features Security Lights Smoke Detector(s)
Construction Materials Cedar Frame Stone
Exclusions See Listing Agent All personal furnishings and artwork
Year Built 1999
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 0801-002-00-02-00-001-003
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 10
Full Baths 2
Directions 25A to Hitherbrook Rd/ Stay Right on Harbor Rd to #76 on right.
High School Smithtown High School-East
City Smithtown
Senior Community Y/N N
High School District Smithtown
Carport Y/N N
Elementary School St James Elementary School
Property Attached Y/N N
Tax Annual Amount 29109
Middle/Junior High School Nesaquake Middle School
Property Condition Actual
Additional Parcels Y/N N
Virtual Tour https://www.zillow.com/view-imx/6ec6f6ce-42f2-4da3-aca2-f8c8a5868dfe?wl=true&setAttribution=mls&initialViewType=pano https://www.zillow.com/view-imx/6ec6f6ce-42f2-4da3-aca2-f8c8a5868dfe?initialViewType=pano
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Smithtown
Elementary School District Smithtown
Tax Assessed Value 11097
Tax Lot 001.003
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Exterior
Exterior Amenities Awning(s) Balcony Garden Gas Grill Juliet Balcony Mailbox Playground Rain Gutters Speakers
Parking Features Driveway Garage Garage Door Opener Driveway Garage Garage Door Opener
Water Source Public
Spa N
Building Area Total 3458
Waterfront Y/N N
Road Responsibility Public Maintained Road
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Internal Only
Street Number 1 76
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* Excluded Features
List By
Bonnie Glenn

Listing Agent

Daniel Gale Sothebys Intl Rlty

Broker

631-584-6600

Contact

Affordability Calculator

$11,200
Per Month
78%
22%
0%
Monthly Principal & Interest
$8,774
Monthly Property Taxes
$2,426
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4099856 Elementary School
4100210 Middle School
Smithtown High School-East High School
Pricing History
DatePricePrice ChangeDescription
4/22/2026$1,425,000 Listed Price

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76 Harbor Road, Head of the Harbor, NY, 11780 is a Single Family Home for sale at $1,425,000 with 3,458 sqft and a lot size of 2.82. 76 Harbor Road has 4 bedrooms, 2.1 baths, and was built in 1999. The property's zip code is 11780 which is in Head of the Harbor, NY